Indene → HCID 11161381, compound

HRID 650302Notes

Reaction equation

HRID 650302 reaction equation
C(N(CC)CC)C.[CH2:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9]1.[C:17]([C:22]1[CH:27]=[CH:26][C:25](I)=[CH:24][CH:23]=1)([O:19][CH2:20][CH3:21])=[O:18]>CC([O-])=O.CC([O-])=O.[Pd+2].C(O)C>[C:17]([C:22]1[CH:27]=[CH:26][C:25]([C:9]2[CH2:10][C:11]3[C:16]([CH:8]=2)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:24][CH:23]=1)([O:19][CH2:20][CH3:21])=[O:18]

Participants

6

Reactant 3

HCID 7219IndeneHCID 8471TriethylamineHCID 142891Ethyl 4-iodobenzoate

Product 1

HCID 11161381HCID 11161381, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 702EthanolSolvent

Procedure

20 ml of triethylamine, 2.2 g (20 mmole) of indene, 5.52 g (20 mmole) of para-carbethoxy iodo-benzene and 0.134 g (0.6 mmole) of Pd(OAc)2 were stirred under reflux for 10 h. After that the mixture was cooled to room temperature and treated with 100 mnl of ethanol. The crystalline precipitate was isolated, washed with cold ethanol and dried under vacuum to obtain 3.1 g (59%) of 2-(4-carbethoxy-phenyl)-indene.

Workup

  1. temperatureunder reflux for 10 h
  2. customThe crystalline precipitate was isolated
  3. washwashed with cold ethanol
  4. customdried under vacuum

Sources & evidence

ORD record
ord-e182a0e301ff41f48e47906d57de6769
Source dataset
uspto-grants-2001_08
Patent number
US06271411B1

Reaction notes

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